We can actually think of Strong Bad's similarity to Nietzsche's Uebermensch, since's got that violent attitude, yet I rather think that we can take more connections from Plato and his theory about the main virtues or so called Cardinal virtues.
First of all, we take

. If you might have read the Simpsons Philosophy, you might have noticed the similarity between Lisa and

Why do you ask right now. This guy's talking nonsence, and Lisa, Lisa's smart. But

Has some Cardinal virtues. You might think that

can't have the virtue of Prudence, then you are wrong. In "The Four Branches of Stupid Things Homestar's Done" we see that "sometimes Homestar does something so stupid, he flips back to smart." With other words, you can define Prudence as a virtue of being smart, by being stupid. Or "Dumb people act like there where smart, but sometimes smart people act smart too. But Only the smartest act dumb." Often we also see some acts of wisdom in Homestars action, but also we see the virtue of Humility, which is not one of the cardinal virtues, yet a very important virtue too.
If you want to discuss more, please e-mail me. I would be delighted.
colinsbob@net.hr